Miconazole nitrateProduct ingredient forMiconazole

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Name
Miconazole nitrate
Drug Entry
Miconazole

Miconazole is a broad-spectrum azole antifungal with some activity against Gram-positive bacteria as well.3It is widely used to treat mucosal yeast infections, including both oral and vaginal infections; although intravenous miconazole is no longer available, a wide variety of suppositories, creams, gels, and tablet-based products are available.13,14,15,16,17Miconazole is thought to act primarily through the inhibition of fungal CYP450 14α-lanosterol demethylase activity.3,4

Miconazole was first synthesized in 1969 and first granted FDA approval on January 8, 1974, for sale by INSIGHT Pharmaceuticals as a topical cream.12,13It is currently available as a variety of prescription and over the counter products. Despite having been in clinical use for an extended period, resistance to miconazole among susceptible organisms is relatively low.3

See full entry for Miconazole
Accession Number
DBSALT001242
Structure
MOL SDF PDB SMILES InChI
Similar Structures
Synonyms
Not Available
UNII
VW4H1CYW1K
CAS Number
22832-87-7
Weight
平均:479。14
Monoisotopic: 476.9816668
Chemical Formula
C18H15Cl4N3O4
InChI Key
MCCACAIVAXEFAL-UHFFFAOYSA-N
InChI
InChI=1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
IUPAC Name
1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole; nitric acid
SMILES
O[N+]([O-])=O.ClC1=CC(Cl)=C(COC(CN2C=CN=C2)C2=CC=C(Cl)C=C2Cl)C=C1
KEGG Compound
C08070
ChemSpider
61827
ChEMBL
CHEMBL1559
Wikipedia
Miconazole
Predicted Properties
Property Value Source
Water Solubility 0.000763 mg/mL ALOGPS
logP 5.86 ALOGPS
logP 5.96 Chemaxon
logS -5.7 ALOGPS
pKa (Strongest Basic) 6.77 Chemaxon
Physiological Charge 1 Chemaxon
Hydrogen Acceptor Count 2 Chemaxon
Hydrogen Donor Count 0 Chemaxon
Polar Surface Area 27.052 Chemaxon
Rotatable Bond Count 6 Chemaxon
Refractivity 103.07 m3·mol-1 Chemaxon
Polarizability 39.9 Å3 Chemaxon
Number of Rings 3 Chemaxon
Bioavailability 1 Chemaxon
Rule of Five No Chemaxon
Ghose Filter No Chemaxon
Veber's Rule Yes Chemaxon
MDDR-like Rule Yes Chemaxon